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HERO ID
2876006
Reference Type
Journal Article
Title
(-)-N-Formylanonaine from Michelia alba as a human tyrosinase inhibitor and antioxidant
Author(s)
Wang, HM; Chen, CY; Chen, CY; Ho, ML; Chou, YT; Chang, HC; Lee, CH; Wang, CZ; Chu, IM
Year
2010
Is Peer Reviewed?
Yes
Journal
Bioorganic & Medicinal Chemistry
ISSN:
0968-0896
EISSN:
1464-3391
Volume
18
Issue
14
Page Numbers
5241-5247
Language
English
PMID
20584613
DOI
10.1016/j.bmc.2010.05.045
Abstract
Tyrosinase is the first and rate limiting enzyme in the synthesis of melanin pigments for coloring hair, skin, and eyes. As reported in this study, a natural product, (-)-N-formylanonaine isolated from the leaves of Michelia alba D.C. (Magnolianceae), was found to inhibit mushroom tyrosinase with an IC50 of 74.3 microM and to have tyrosinase and melanin reducing activities in human epidermal melanocytes without apparent cytotoxicity to human cells, superior to the known tyrosinase inhibitors, such as kojic acid and 1-phenyl-2-thiourea (PTU). Based on homology modeling, the compound binds the active site by coordinating with two Cu2+ ions. In addition, the compound had antioxidation activities in tests for scavenging 1,1-diphenyl-2-picrylhydrazyl (DPPH), reducing power, and chelating metal ions. To our knowledge, this is the first study to reveal the bioactivities of (-)-N-formylanonaine from this plant species.
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